In my previous post, I wrote about the usage of Airbnb in Karuizawa. Besides them, there are other types of short term vacation rental services. I am picking up some of them.
"ARICA vacation rental" has been operating in Karuizawa for several years. They operate distributed 4 villas for daily hotel-like service, 46 villas for monthly leasing service, and 2 villas for trimonthly leasing service. Their daily service villas obtain a hotel service permit from a local government, and therefore are completely legal. That is a difference from villas being brokered on Airbnb.
Their fees are set to compete with local hotel service like Prince Hotel and Hoshino Resort. Hotel usually charges you per capita, but ARICA charges you per room. Though the room charges tend to be high during summer, I think you can consider their services as a good option for seasonal stay.
Owners Hill Karuizawa operates "hotel-style" daily accommodation service, using several Karuizawa style cottages and villas. They are originally a real estate brokerage and property management company, and seem to began this hotel-style accommodation service by leasing some unused cottages from the cottage owners. (source: All About article in May 2012) Their fee system is the same as hotel, daily fee per capita, but still competitive to Prince and Hoshino. They close during winter from January till March, but I think it is worth trying if you like to experience Karuizawa lifestyle in other seasons. Their cottages are aggregatedly located in Oiwake district of Nishi Karuizawa.